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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251507Generated: October 30, 2026

Pyridine → HCID 54222271, compound

https://huagongshe.com/reaction/251507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenylmethanesulfonyl chlorideHCID 74740—
Reactant5-(4-amino-3-methoxyphenyl)-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 53925232—
SolventDichloromethaneHCID 6344—
ProductHCID 54222271HCID 5422227122.7%

Reaction Steps

5-(4-Amino-3-methoxyphenyl)-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (27 mg, 0.083 mmol) was dissolved in dichloromethane (0.8 mL). Pyridine (0.8 mL) was added followed by phenylmethanesulfonyl chloride (19 mg, 0.105 mmol). After stirring overnight, another 19 mg of phenylmethanesulfonyl chloride was added and the reaction mixture was stirred overnight. The solvent was removed and the residue was purified by preparative thin layer chromatogram eluted with dichlormethane/Methanol (95:5) to give N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]phenylmethanesulfonamide (9 mg, 0.0188 mmol). 1H NMR (DMSO-d6) δ 1.89 (m, 6H), 2.28 (m, 2H), 3.85 (s, 3H), 4.38 (s, 2H), 5.23 (m, 3H), 6.08 (bs, 1H), 6.99 (m, 2H), 7.27, (m, 2H), 7.33 (m, 3H), 7.58 (d, J=8.17 Hz, 1H), 8.34 (s, 1H). LC/MS MH+=478

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863444B2
Source datasetuspto-grants-2011_01
ORD IDord-edf5162171aa4eeba7ef915446652108
Source noteuspto-grants-2011_01